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4 Experimental Data
1.1a 4-Phenyl-1-(pyrrolidin-1-yl)butan-1-one
The product was prepared from 2.46 g (15 mmol) 4-phenylbutyric acid and 1.07 g
(15 mmol) pyrrolidine according to general procedure A. Purification by column
chromatography (EtOAc:heptane = 2:1) gave the amide in 93% (3.04 g). All spectroscopic properties are in good accordance with reported data.
[23]
1.1c 1-(Pyrrolidin-1-yl)undecane-1,10-dione
This amide was synthesised according to a reported procedure in 69% yield.
[25]
All spectroscopic properties are in good accordance with reported data.
[25]
1.1f 1-(Pyrrolidin-1-yl)undec-10-en-1-one
To a solution of 711 mg (10 mmol) pyrrolidine in 33 mL DCM (0.15 M) was
added 2.02 g (20 mmol) triethylamine and 2.43 g (12 mmol) 10-undecenoyl chloride and the solution was stirred for 16 h. Then the reaction was quenched with a
saturated solution of NH4Cl and extracted with EtOAc. The organic layer was separated and the solvent removed under reduced pressure. The crude mixture was
purified by column chromatography on silica gel (EtOAc:heptane = 1:1) to yield
amide 1.1f in 92% (2.19 g). All spectroscopic properties are in good accordance
with reported data.
[42]